4H-Pyran-4-one derivatives:; leading molecule for preparation of compounds with antimycobacterial potential

Demet US; Ece GÜRDAL; Barkın BERK; Sinem ÖKTEM; Tanıl KOCAGÖZ; Berrak ÇAĞLAYAN; İşıl AKSAN KURNAZ; Dilek Demir EROL

Makale detayları

4H-Pyran-4-one derivatives:; leading molecule for preparation of compounds with antimycobacterial potential

Yazarlar:

Demet US | Ece GÜRDAL | Barkın BERK | Sinem ÖKTEM | Tanıl KOCAGÖZ | Berrak ÇAĞLAYAN | İşıl AKSAN KURNAZ | Dilek Demir EROL

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2009 Vol.33 Issue 6, pp.803-812

Belge Tipi:

Makale

Yayın Tarihi:

5/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728189

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

A series of 3-hydroxy-6-methyl-2-((4-substitutedpiperazin-1-  yl)methyl)-4H-pyran-4-one structured compounds were synthesized by  reacting 5-hydroxy-2-methyl-4H-pyran-4-one with suitable piperazine  derivatives using Mannich reaction conditions.  Antibacterial  activities of the compounds for E. coli, S. paratyphi, S. flexneri, E.  gergoviae, and M. smegmatis were assessed in vitro by using broth  dilution for determination of the minimum inhibitory concentration  (MIC).  In addition, their inhibitory effects over DNA gyrase enzyme  were evaluated using a DNA gyrase supercoiling assay.  Among the  synthesized compounds; compound 7 showed a 4 m g/mL MIC value for M.  smegmatis, whereas the other compounds demonstrated moderate to high  activity.  Those tested in the supercoiling assay had at best a very  mild inhibition of the enzyme.  This series deserves further attention  for testing over Mycobacterium species and topoisomerase II inhibition  to develop new lead drugs.

 

A series of 3-hydroxy-6-methyl-2-((4-substitutedpiperazin-1-  yl)methyl)-4H-pyran-4-one structured compounds were synthesized by  reacting 5-hydroxy-2-methyl-4H-pyran-4-one with suitable piperazine  derivatives using Mannich reaction conditions.  Antibacterial  activities of the compounds for E. coli, S. paratyphi, S. flexneri, E.  gergoviae, and M. smegmatis were assessed in vitro by using broth  dilution for determination of the minimum inhibitory concentration  (MIC).  In addition, their inhibitory effects over DNA gyrase enzyme  were evaluated using a DNA gyrase supercoiling assay.  Among the  synthesized compounds; compound 7 showed a 4 m g/mL MIC value for M.  smegmatis, whereas the other compounds demonstrated moderate to high  activity.  Those tested in the supercoiling assay had at best a very  mild inhibition of the enzyme.  This series deserves further attention  for testing over Mycobacterium species and topoisomerase II inhibition  to develop new lead drugs.

Makale detayları

4H-Pyran-4-one derivatives:; leading molecule for preparation of compounds with antimycobacterial potential

Yazarlar: Demet US | Ece GÜRDAL | Barkın BERK | Sinem ÖKTEM | Tanıl KOCAGÖZ | Berrak ÇAĞLAYAN | İşıl AKSAN KURNAZ | Dilek Demir EROL

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2009 Vol.33 Issue 6, pp.803-812

Belge Tipi: Makale

Yayın Tarihi: 5/2009

Belge Dili: Türkçe

Document ID (Org No.): 2000728189

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Demet US | Ece GÜRDAL | Barkın BERK | Sinem ÖKTEM | Tanıl KOCAGÖZ | Berrak ÇAĞLAYAN | İşıl AKSAN KURNAZ | Dilek Demir EROL

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2009 Vol.33 Issue 6, pp.803-812

Belge Tipi:

Makale

Yayın Tarihi:

5/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728189

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527